EP0069641A1 - Polyazetylen leitfähiges Material mit grosser Stabilität und Verfahren zur Herstellung - Google Patents

Polyazetylen leitfähiges Material mit grosser Stabilität und Verfahren zur Herstellung Download PDF

Info

Publication number
EP0069641A1
EP0069641A1 EP82401182A EP82401182A EP0069641A1 EP 0069641 A1 EP0069641 A1 EP 0069641A1 EP 82401182 A EP82401182 A EP 82401182A EP 82401182 A EP82401182 A EP 82401182A EP 0069641 A1 EP0069641 A1 EP 0069641A1
Authority
EP
European Patent Office
Prior art keywords
dopant
film
family
doping
polyacetylene
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP82401182A
Other languages
English (en)
French (fr)
Other versions
EP0069641B1 (de
Inventor
François Schue
Louis Giral
Michel Rolland
Mahmoud Aldissi
Jean-Claude Dubois
Maryse Gazard
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Thales SA
Original Assignee
Thomson CSF SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Thomson CSF SA filed Critical Thomson CSF SA
Publication of EP0069641A1 publication Critical patent/EP0069641A1/de
Application granted granted Critical
Publication of EP0069641B1 publication Critical patent/EP0069641B1/de
Expired legal-status Critical Current

Links

Images

Classifications

    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01BCABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B1/00Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
    • H01B1/06Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
    • H01B1/12Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
    • H01B1/124Intrinsically conductive polymers
    • H01B1/125Intrinsically conductive polymers comprising aliphatic main chains, e.g. polyactylenes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L49/00Compositions of homopolymers or copolymers of compounds having one or more carbon-to-carbon triple bonds; Compositions of derivatives of such polymers
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10Organic polymers or oligomers
    • H10K85/141Organic polymers or oligomers comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE
    • H10K85/143Polyacetylene; Derivatives thereof
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy
    • Y02E10/549Organic PV cells

Definitions

  • the invention relates to polyacetylene made conductive by incorporation of dopant, and in particular in the form of flexible and mechanically resistant film (film).
  • the invention encompasses the manufacturing and doping process.
  • the European patent application published under No. 0 026 234 on October 16, 1980 gives a process for manufacturing a material whose structure, having microcrystalline fibers, lends itself well to the manufacture of such films.
  • This material comprises polyacetylene with a high degree of polymerization and at least one electron accepting dopant such as nitric or sulfuric acid or a mixture of strong acids, or the oxide S 0 3 , a chloride or a boron bromide. , or finally a naphthoquinone optionally substituted using hydrogen, or halogen or a cyano, nitro, alkyl or alkoxy radical.
  • a conductivity material can thus be obtained which can vary from 10 -9 ohm .cm to 10 ohm .cm, which, in the form of a film, has acceptable characteristics of flexibility, mechanical strength.
  • the conductivity thus obtained is not uniform in the thickness of the material and, moreover, rapidly disappears over time.
  • the invention tends to eliminate these drawbacks by replacing conventional dopants with dopants based on heavy elements which have low diffusion coefficients.
  • the material according to the invention is composed of polyacetylene and of a dopant constituted by a salt of an element belonging either to the family of transition metals or to the family of lanthanides.
  • the transition metals are chromium, nickel, iron, titanium, tungsten and molybdenum used in the form of chloride, and the lanthanides are europium and ytterbium.
  • FIG. 1 represents the doping rate as a function of the time of doping proper in two embodiments of the invention
  • FIG. 2 represents the conductivities obtained as a function of the amount of dopant in the same embodiments
  • FIG. 3 gives comparative characteristics of stability over time, in the case of the invention and in that of a conventional dopant.
  • Curves 1 and 2 represent the variations in this rate, respectively in the case of the dopant W C1 6 and the dopant Mo Cl 5 . We see that several days (10 5 to 10 6 seconds) are necessary to bring the dopant level above 0.05.
  • the decrease is small and the stabilization takes place at a rate of the order of 0.8.
  • the material according to the invention can be used, depending on its conductivity, either as an organic conductor or as a p-type semiconductor, either alone or in combination with an n-type semiconductor. It is applicable to the production of photodiodes and solar cells.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP82401182A 1981-07-03 1982-06-25 Polyazetylen leitfähiges Material mit grosser Stabilität und Verfahren zur Herstellung Expired EP0069641B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8113157 1981-07-03
FR8113157A FR2508914B1 (fr) 1981-07-03 1981-07-03 Materiau polyacetylene conducteur a grande stabilite et son procede de fabrication

Publications (2)

Publication Number Publication Date
EP0069641A1 true EP0069641A1 (de) 1983-01-12
EP0069641B1 EP0069641B1 (de) 1985-11-13

Family

ID=9260191

Family Applications (1)

Application Number Title Priority Date Filing Date
EP82401182A Expired EP0069641B1 (de) 1981-07-03 1982-06-25 Polyazetylen leitfähiges Material mit grosser Stabilität und Verfahren zur Herstellung

Country Status (5)

Country Link
US (1) US4481132A (de)
EP (1) EP0069641B1 (de)
JP (1) JPS588747A (de)
DE (1) DE3267397D1 (de)
FR (1) FR2508914B1 (de)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61254669A (ja) * 1985-05-07 1986-11-12 Katsumi Yoshino 磁性導電性高分子
US4927897A (en) * 1987-07-02 1990-05-22 Fuji Photo Film Co., Ltd. Metal-containing organic polymer and use thereof
JPH0731171Y2 (ja) * 1988-04-05 1995-07-19 東洋濾紙株式会社 被検液検査体
FR2678762B1 (fr) * 1991-07-02 1993-09-17 Thomson Csf Materiaux conducteurs a base de polymere conducteur encapsule.
KR101367585B1 (ko) * 2006-02-28 2014-02-25 꼼미사리아 아 레네르지 아토미끄 에뜨 옥스 에너지스 앨터네이티브즈 p-도핑된 유기 반도체를 포함하는 전자 부품
US7847364B2 (en) * 2007-07-02 2010-12-07 Alcatel-Lucent Usa Inc. Flexible photo-detectors

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4204216A (en) * 1978-05-04 1980-05-20 University Patents, Inc. Electrically conducting doped polyacetylene film exhibiting n-type electrical conductivity and method of preparing same

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4222903A (en) * 1978-05-04 1980-09-16 University Patents, Inc. P-Type electrically conducting doped polyacetylene film and method of preparing same
US4269738A (en) * 1978-11-03 1981-05-26 Allied Chemical Corporation Electrically conducting polymers
JPS5611939A (en) * 1979-07-10 1981-02-05 Japan Synthetic Rubber Co Ltd Production of doped acetylenic polymer
US4394304A (en) * 1982-01-29 1983-07-19 Massachusetts Institute Of Technology Electrically conducting polymer blends

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4204216A (en) * 1978-05-04 1980-05-20 University Patents, Inc. Electrically conducting doped polyacetylene film exhibiting n-type electrical conductivity and method of preparing same

Also Published As

Publication number Publication date
FR2508914A1 (fr) 1983-01-07
EP0069641B1 (de) 1985-11-13
JPS588747A (ja) 1983-01-18
DE3267397D1 (en) 1985-12-19
US4481132A (en) 1984-11-06
FR2508914B1 (fr) 1986-08-29

Similar Documents

Publication Publication Date Title
EP0000317B1 (de) Verfahren zum Herstellen einer Silicid-Elektrode auf einem Substrat besonders auf einem Halbleitersubstrat
CA1146721A (fr) Maitere active positive pour generateur electrochimique a electrolyte non aqueux, methode de preparation de celle-ci et generateur electrochimique utilisant cette matiere active positive
EP0095412A1 (de) Heterozyklen und aromatische Kerne enthaltende Polymere und elektrisch leitfähige Materialien hergestellt aus diesen Polymeren
EP0544771A1 (de) Strukturierung von halbleiterpolymeren.
FR2570882A1 (fr) Matiere active positive a base d'un polymere conducteur electronique pour generateur electrochimique
FR2472843A1 (fr) Pile du type li/mno2 contenant du 1,3-dioxolanne en tant que solvant de l'electrolyte
FR2564248A1 (fr) Procede de production d'une cathode composite pour element de batterie electrochimique
CA1096442A (fr) Generateurs electrochimiques de grande energie specifique
Odziemkowski et al. An electrochemical study of the reactivity at the lithium electrolyte/bare lithium metal interface: II. Unpurified Solvents
EP0525866B1 (de) Fluorierte Thiophene, von diesen Thiophenen abgeleitete Polymere, leitfähige Polymere, die diese Polymere enthalten, Verfahren zu ihrer Herstellung, ihre Anwendung sowie Vorrichtungen die diese leitfähigen Polymere enthalten
EP0069641B1 (de) Polyazetylen leitfähiges Material mit grosser Stabilität und Verfahren zur Herstellung
CA2111047C (fr) Copolymere d'oxyde d'ethylene et d'au moins un oxiranne substitue portant une fonction reticulable, procede pour sa preparation, et son utilisation pour l'elaboration de materiauxa conduction ionique
CA1113686A (fr) Procede de fabrication de silicium pour la conversion photovoltaique
US3352725A (en) Method of forming a gallium arsenide transistor by diffusion
US5330592A (en) Process of deposition and solid state reaction for making alloyed highly conductive copper germanide
EP0039840A1 (de) Elektrolyt für elektrochemischen Lithium-Thionylchlorid-Generator, Verfahren zur Herstellung dieses Elektrolyten und diesen Elektrolyten enthaltende Generatoren
Shiota et al. Auger Analysis of Thermally Oxidized GaAs Surfaces
US5616669A (en) Soluble conductive polymer manufacturing method thereof and display device employing the same
US4176170A (en) Ternary ionic conductors
BE1004725A3 (fr) Procede pour la preparation de polyindoles, compositions et dispositifs electroconducteurs les contenant et utilisations des polyindoles.
US4115633A (en) Electrochemical device comprising ternary ionic conductors
Munardi et al. Polymerization of acetylene with Ti (OC4H9) 4/butyllithium as catalyst system and silicone oil as reaction medium
FR2549478A1 (fr) Procede de dopage n des polymeres
EP0591035A1 (de) Herstellungsverfahren von Elektrolytkondensatoren mit einer leitfähigen Polymer-Kathodenschicht und niedrigem Leckstrom
US4459222A (en) Electrically conducting polymers

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Designated state(s): DE GB IT NL

17P Request for examination filed

Effective date: 19830129

ITF It: translation for a ep patent filed
GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Designated state(s): DE GB IT NL

REF Corresponds to:

Ref document number: 3267397

Country of ref document: DE

Date of ref document: 19851219

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Effective date: 19870101

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Effective date: 19870303

GBPC Gb: european patent ceased through non-payment of renewal fee
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19881121